(S)-benzyl 2-((3'-amino-2,2'-bis(methoxymethoxy)-[1,1'-biphenyl]-3-yl)carbamoyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:(S)-benzyl 2-((3'-amino-2,2'-bis(methoxymethoxy)-[1,1'-biphenyl]-3-yl)carbamoyl)pyrrolidine-1-carboxylate
CAS No.:1571076-51-1
Molecular Formula:C₂₉H₃₃N₃O₇
Molecular Weight:535.597
Hs Code.:

Synonyms:(S)-benzyl 2-((3'-amino-2,2'-bis(methoxymethoxy)-[1,1'-biphenyl]-3-yl)carbamoyl)pyrrolidine-1-carboxylate

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Chemical Property of (S)-benzyl 2-((3'-amino-2,2'-bis(methoxymethoxy)-[1,1'-biphenyl]-3-yl)carbamoyl)pyrrolidine-1-carboxylate

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Technology Process of (S)-benzyl 2-((3'-amino-2,2'-bis(methoxymethoxy)-[1,1'-biphenyl]-3-yl)carbamoyl)pyrrolidine-1-carboxylate

There total 5 articles about (S)-benzyl 2-((3'-amino-2,2'-bis(methoxymethoxy)-[1,1'-biphenyl]-3-yl)carbamoyl)pyrrolidine-1-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 63.0%

: 1571076-47-5
2,2'-bis(methoxymethoxy)-[1,1'-biphenyl]-3,3'-diamine

: 1148-11-4
N-Benzyloxycarbonyl-L-proline

: 1571076-51-1
(S)-benzyl 2-((3'-amino-2,2'-bis(methoxymethoxy)-[1,1'-biphenyl]-3-yl)carbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 14h;
DOI:10.1055/s-0033-1339928

Reference yield:

: 34261-55-7
5,5'-dibromo-2,2'-dihydroxybiphenyl

: 1571076-51-1
(S)-benzyl 2-((3'-amino-2,2'-bis(methoxymethoxy)-[1,1'-biphenyl]-3-yl)carbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid; nitric acid / 10 h / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran / 1 h / 20 - 50 °C / Inert atmosphere

2.2: 8 h / 50 °C

3.1: 5%-palladium/activated carbon; hydrazine hydrate / ethanol / 6 h / Reflux; Inert atmosphere

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 14 h / 20 °C

With 5%-palladium/activated carbon; nitric acid; sodium hydride; hydrazine hydrate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1055/s-0033-1339928

Reference yield:

: 1806-29-7
2,2'-dihydroxybiphenyl

: 1571076-51-1
(S)-benzyl 2-((3'-amino-2,2'-bis(methoxymethoxy)-[1,1'-biphenyl]-3-yl)carbamoyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: bromine / chloroform / 14 h / 20 °C

2.1: acetic acid; nitric acid / 10 h / 0 - 20 °C

3.1: sodium hydride / tetrahydrofuran / 1 h / 20 - 50 °C / Inert atmosphere

3.2: 8 h / 50 °C

4.1: 5%-palladium/activated carbon; hydrazine hydrate / ethanol / 6 h / Reflux; Inert atmosphere

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 14 h / 20 °C

With 5%-palladium/activated carbon; bromine; nitric acid; sodium hydride; hydrazine hydrate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; ethanol; dichloromethane; chloroform;
DOI:10.1055/s-0033-1339928